Top Massachusetts Cultural Tours

Q: What are the best options for Massachusetts Cultural Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Massachusetts Cultural Tours are: Harvard University Campus Guided Walking Tour Tour of Historic Fenway Park, America's Most Beloved Ballpark Requiem for Salem Walking Ghost Tour Boston’s North End Food Tour: Italian Flavors and Heritage Walk Satanic Salem Walking Tour

Q: What are the best kid-friendly options for Massachusetts Cultural Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Massachusetts Cultural Tours are: Moby Dick's New Bedford Smartphone Guided Walking Tour Plymouth Pilgrim Historic Self Guided GPS Audio Walking Tour Lexington, MA Battle Green 360 Walking Tour Salem Kids Slightly Spooky Tour Salem Kids History & Mystery Tour View all kid-friendly Tours →

Q: Which Massachusetts Cultural Tours have Instant Confirmation?

Massachusetts Cultural Tours with Instant Confirmation include: Martha's Vineyard at Your Pace: Iconic Cottages & Lighthouses App-Guided "Historic Boston Downtown Freedom Trail" Walking Tour Self-Guided "The North End Pizza, Cannoli and Picnic" Tour Self-Guided Audio Tour of Boston North End Boston Self Guided Audio Experience View all Tours with Instant Confirmation →

Q: I need a ride! Which Massachusetts Cultural Tours have Hotel Pickup?

No problem. These Massachusetts Cultural Tours include Hotel Pickup: Private Walking Tour with a Local Guide in Boston Private Open- Air Pedicab Tour in Provincetown Private Tour of Lexington, Concord, and Boston The Best of Boston: Private Half-Day Highlights Driving Tour Best Boston Small Group Tour: I Know the Secrets Others Don't! View all Tours with Hotel Pickup →

Q: Got any more Massachusetts trip ideas?

We sure do. Check out our curated lists of hand-picked Massachusetts Tours. Top 10 Massachusetts 2026 Senior-friendly tours Massachusetts The best tours and activities for culture lovers in Massachusetts Top Day Trips from Massachusetts Things to do in Massachusetts this summer View all Massachusetts Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Massachusetts?

Based on our sales data over the past year, the most popular styles of tours and activities in Massachusetts are: Massachusetts Luxury & Special Occasions Massachusetts Luxury Tours Massachusetts Tours & Sightseeing Massachusetts Cultural & Theme Tours Massachusetts Historical & Heritage Tours View all tour styles in Massachusetts →

Martha's Vineyard at Your Pace: Iconic Cottages & Lighthouses

Welcome to Martha's Vineyard, the storied island off Cape Cod that has captivated visitors for generations with its windswept beaches and fiercely independent spirit. This …More

Martha's Vineyard, USA

5.0 (1)

Martha's Vineyard at Your Pace: Iconic Cottages & Lighthouses

Welcome to Martha's Vineyard, the storied island off Cape Cod that has captivated visitors for generations with its windswept beaches and fiercely independent spirit. This...

8 hours Free Cancellation

5.0 (1)

from
$5

App-Guided "Historic Boston Downtown Freedom Trail" Walking Tour

Dig Deeper into Downtown Boston's historical sites between the Boston Common Visitors Center and Blackstone Corner at your own pace and schedule on this location …More

Boston, USA

4.3 (24)

App-Guided "Historic Boston Downtown Freedom Trail" Walking Tour

Dig Deeper into Downtown Boston's historical sites between the Boston Common Visitors Center and Blackstone Corner at your own pace and schedule on this location...

50 to 100 minutes Free Cancellation

4.3 (24)

from
$5

Self-Guided "The North End Pizza, Cannoli and Picnic" Tour

You will go to the best local pizza and cannoli spots, stop by authentic Italian shops and you’ll even get a chance to have a …More

Boston, USA

4.3 (4)

Self-Guided "The North End Pizza, Cannoli and Picnic" Tour

You will go to the best local pizza and cannoli spots, stop by authentic Italian shops and you’ll even get a chance to have a...

50 to 70 minutes Free Cancellation

4.3 (4)

from
$6

Self-Guided Audio Tour of Boston North End

Discover the North End, Little Italy's history, Paul Revere, Italian Food, immigration history of the Italians, Irish, Jewish and Africans on this Smart Phone navigated, …More

Boston, USA

4.2 (5)

Self-Guided Audio Tour of Boston North End

Discover the North End, Little Italy's history, Paul Revere, Italian Food, immigration history of the Italians, Irish, Jewish and Africans on this Smart Phone navigated,...

50 to 60 minutes Free Cancellation

4.2 (5)

from
$6

Discover Boston's revolutionary spirit and rich heritage through an immersive audio experience that puts you in complete control of your journey. Unlike crowded group tours …More

Boston, USA

5.0 (1)

Boston Self Guided Audio Experience

Discover Boston's revolutionary spirit and rich heritage through an immersive audio experience that puts you in complete control of your journey. Unlike crowded group tours...

3 to 9 hours

5.0 (1)

from
$6

Self-Guided Smartphone Ghost Walking Tour in Salem

This is a Smartphone Guided ghost tour on our walking tour app. Go to the Ropes Mansion, press play and put your phone in your …More

Salem, USA

4.3 (253)

Self-Guided Smartphone Ghost Walking Tour in Salem

This is a Smartphone Guided ghost tour on our walking tour app. Go to the Ropes Mansion, press play and put your phone in your...

40 to 50 minutes Free Cancellation

4.3 (253)

from
$8

Self Guided Classic Freedom Trail Location Aware (GPS) Walking Audio Tour

Discover Boston's Revolutionary history on this Classic Freedom Trail Walking Tour including Historic Downtown Boston, the North End and Charlestown. -Go anytime, at your own …More

Boston, USA

4.4 (291)

Self Guided Classic Freedom Trail Location Aware (GPS) Walking Audio Tour

Discover Boston's Revolutionary history on this Classic Freedom Trail Walking Tour including Historic Downtown Boston, the North End and Charlestown. -Go anytime, at your own...

2 to 3 hours Free Cancellation

4.4 (291)

from
$8

Moby Dick's New Bedford Smartphone Guided Walking Tour

Herman Melville said this city was perhaps the dearest place to live in, in all of New England. On this tour you will explore the …More

Cape Cod, USA

5.0 (1)

Moby Dick's New Bedford Smartphone Guided Walking Tour

Herman Melville said this city was perhaps the dearest place to live in, in all of New England. On this tour you will explore the...

50 to 70 minutes Free Cancellation

5.0 (1)

from
$8

Boston's Beacon Hill Underground Railroad Audio Walking Tour

Discover Beacon Hill's Underground Railroad history while walking its cobbled stones streets. On this historic adventure you'll see the old hidden alley's slave catchers once …More

Boston, USA

4.7 (30)

Boston's Beacon Hill Underground Railroad Audio Walking Tour

Discover Beacon Hill's Underground Railroad history while walking its cobbled stones streets. On this historic adventure you'll see the old hidden alley's slave catchers once...

45 to 55 minutes Free Cancellation

4.7 (30)

from
$10

Edgartown Martha’s Vineyard Self-Guided (GPS) Audio Walking Tour

Go at your own pace, anytime! It's your tour. On our historic walking tour of the Edgartown, you will see the iconic sights and secret …More

Martha's Vineyard, USA

4.3 (15)

Edgartown Martha’s Vineyard Self-Guided (GPS) Audio Walking Tour

Go at your own pace, anytime! It's your tour. On our historic walking tour of the Edgartown, you will see the iconic sights and secret...

60 to 75 minutes Free Cancellation

4.3 (15)

from
$10

Explore the gas lit winter wonderland streets of Boston and Beacon Hill as we discover the Christmas tales of Boston's past walking on cobbled stoned …More

Boston, USA

5.0 (2)

Self-Guided Boston Christmas Tour

Explore the gas lit winter wonderland streets of Boston and Beacon Hill as we discover the Christmas tales of Boston's past walking on cobbled stoned...

40 to 50 minutes Free Cancellation

5.0 (2)

from
$10

Self Guided Driving Tour Battle of Lexington and Concord

Explore the pivotal sites of the American Revolution on this self-guided driving tour of Lexington and Concord. Follow the historic Battle Road where the first …More

Boston, USA

3.9 (8)

Self Guided Driving Tour Battle of Lexington and Concord

Explore the pivotal sites of the American Revolution on this self-guided driving tour of Lexington and Concord. Follow the historic Battle Road where the first...

60 to 90 minutes Free Cancellation

3.9 (8)

from
$10

Plymouth Pilgrim Historic Self Guided GPS Audio Walking Tour

The tour will take you from the decks of the Mayflower Two, a faithful replica of the Pilgrims’ ship, and end at the historic Jabez …More

Plymouth, USA

3.6 (8)

Plymouth Pilgrim Historic Self Guided GPS Audio Walking Tour

The tour will take you from the decks of the Mayflower Two, a faithful replica of the Pilgrims’ ship, and end at the historic Jabez...

60 to 90 minutes Free Cancellation

3.6 (8)

from
$10

Boston Freedom Trail Self-Guided Audio Tour

Walk in the footsteps of America’s revolutionaries with our immersive Boston Freedom Trail audio tour! Unlike crowded tours, this guide brings history to life at …More

Boston, USA

5.0 (2)

Boston Freedom Trail Self-Guided Audio Tour

Walk in the footsteps of America’s revolutionaries with our immersive Boston Freedom Trail audio tour! Unlike crowded tours, this guide brings history to life at...

2 days Free Cancellation

5.0 (2)

from
$10

Boston Freedom Trail Self-Guided Tour with Audio Narration & Map

Walk in the footsteps of Revolutionary War heroes with this self-guided audio tour of Boston’s Freedom Trail! Get the facts behind the story of Paul …More

Boston, USA

4.5 (118)

Boston Freedom Trail Self-Guided Tour with Audio Narration & Map

Walk in the footsteps of Revolutionary War heroes with this self-guided audio tour of Boston’s Freedom Trail! Get the facts behind the story of Paul...

3 to 4 hours Free Cancellation

4.5 (118)

from
$10

Boston Harborwalk & Tea Party Self-Guided Walking Audio Tour

This is not a ticket to attractions along the route. Immerse yourself in the stories of the American Revolution, Boston Tea Party, and Sons of …More

Boston, USA

4.7 (19)

Boston Harborwalk & Tea Party Self-Guided Walking Audio Tour

This is not a ticket to attractions along the route. Immerse yourself in the stories of the American Revolution, Boston Tea Party, and Sons of...

2 to 3 hours Free Cancellation

4.7 (19)

from
$10

Self-Guided Boston Freedom Trail Walking Audio Tour

Download GuideAlong’s self-guided audio walking tour of Boston’s Freedom Trail and uncover the birthplace of the American Revolution. Step back in time as you visit …More

Boston, USA

5.0 (1)

Self-Guided Boston Freedom Trail Walking Audio Tour

Download GuideAlong’s self-guided audio walking tour of Boston’s Freedom Trail and uncover the birthplace of the American Revolution. Step back in time as you visit...

2 to 3 hours Free Cancellation

5.0 (1)

from
$10

Self Guided Walking Tour of Oak Bluffs Marthas Vineyard

Unearth the charm of Oak Bluffs on this self-guided walking tour, where the rich history and vibrant culture of this New England seaside town come …More

Martha's Vineyard, USA

5.0 (1)

Self Guided Walking Tour of Oak Bluffs Marthas Vineyard

Unearth the charm of Oak Bluffs on this self-guided walking tour, where the rich history and vibrant culture of this New England seaside town come...

2 to 3 hours Free Cancellation

5.0 (1)

from
$10

Cape Ann Self Guided Driving Tour Audio/GPS Gloucester, Rockport

Explore the coastline of Gloucester and Rockport, Massachusetts, with this self-guided GPS audio driving tour of Cape Ann. Discover the rich history of Cape Ann …More

Gloucester, USA

4.0 (2)

Cape Ann Self Guided Driving Tour Audio/GPS Gloucester, Rockport

Explore the coastline of Gloucester and Rockport, Massachusetts, with this self-guided GPS audio driving tour of Cape Ann. Discover the rich history of Cape Ann...

2 to 4 hours Free Cancellation

4.0 (2)

from
$12

Cape Cod Old Kings Highway Self Guided Scenic Audio Driving Tour

Explore the charm of Cape Cod on the Old Kings Highway, a scenic drive along Massachusetts Route 6A. This self-guided tour reveals centuries-old villages, picturesque …More

Cape Cod, USA

2.5 (2)

Cape Cod Old Kings Highway Self Guided Scenic Audio Driving Tour

Explore the charm of Cape Cod on the Old Kings Highway, a scenic drive along Massachusetts Route 6A. This self-guided tour reveals centuries-old villages, picturesque...

2 to 4 hours Free Cancellation

2.5 (2)

from
$12

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Massachusetts Cultural Tours?

What are the best kid-friendly options for Massachusetts Cultural Tours Tours?

Which Massachusetts Cultural Tours have Instant Confirmation?

Which Massachusetts Cultural Tours have Free Cancellation?

Massachusetts Cultural Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Massachusetts Cultural Tours have Hotel Pickup?

Got any more Massachusetts trip ideas?

What are the most popular styles of Tours and Activities in Massachusetts?